Synthesis of Unnatural Phosphonosugar Analogues
Bénédicte Dayde, Claire Pierra, Gilles Gosselin, Dominique Surleraux, Amadou Tidjani Ilagouma, Coralie Laborde, Jean-Noel Volle, David Virieux and Jean-Luc Pirat
Article first published online: 12 DEC 2013 | DOI: 10.1002/ejoc.201301543
The first synthesis of unnatural phosphono-analogues of 2-deoxy ribose and the 2-deoxyxylose is reported. Two methods, of respectively six and seven steps, were developed in parallel, and each gave the racemic phosphonosugars in good yields. Compounds analogous to the α and β anomers were isolated and fully characterized by NMR spectroscopy.